Potassium Hydroxide → HCID 9927866, compound

HRID 2290141Notes

Reaction equation

HRID 2290141 reaction equation
C([O:3][C:4](=[O:27])[C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH:24]([CH3:26])[CH3:25])[C:12]2[CH:13]=[C:14]([CH3:23])[C:15]3[O:19][CH2:18][C:17]([CH3:21])([CH3:20])[C:16]=3[CH:22]=2)=[CH:7][CH:6]=1)C.[OH-].[K+]>C(O)C>[CH:24]([N:11]([C:12]1[CH:13]=[C:14]([CH3:23])[C:15]2[O:19][CH2:18][C:17]([CH3:21])([CH3:20])[C:16]=2[CH:22]=1)[C:8]1[CH:7]=[CH:6][C:5]([C:4]([OH:27])=[O:3])=[CH:10][CH:9]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54491022HCID 54491022, compound2×

Product 1

HCID 9927866HCID 9927866, compoundYield 77.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following general procedure H using 4-[isopropyl-(3,3,7-trimethyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 37, 0.08, 0.21 mmol) and 2.5 mL of 4M potassium hydroxide solution in 4 mL of ethanol, the title compound (0.055 g, 77%) was obtained as an off-white solid. 1H NMR (300 MHz, CDCl3): δ 7.87 (d, 2H, J=8.9 Hz), 6.69 (d, 1H, J=2.0 Hz), 6.66 (d, 1H, J=2.0 Hz), 6.52 (d, 2H, J=9.1 Hz), 4.36(heptet, 1H, J=6.5 Hz), 4.32 (s, 2H), 2.23(s, 3H), 1.35 (s, 6H), 1.17 (d, 6H, J=6.5 Hz).

Sources & evidence

ORD record
ord-344ed55926ff42059f7fb6258fafae4c
Source dataset
uspto-grants-2000_07
Patent number
US06093838

Reaction notes

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